Photocatalyzed Defluorinative Dichloromethylation of α-CF₃ Alkenes Using CHCl₃ as the Radical Source

Abstract

A visible-light-induced defluorinative dichloromethylation of α-CF₃ alkenes was developed with cheap and readily accessible chloroform simultaneously as a dichloromethylation reagent and reaction medium, leading to the facile preparation of new polyhalogenated scaffolds. Notably, the change from CHCl₃ to CDCl₃ offers a straightforward pathway for accessing the deuterated analogues with excellent degrees of D incorporation. Mechanistic studies suggested the reaction underwent a radical addition of the dichloromethyl radical with alkenes, followed by sequential single-electron transfer and defluorination. This protocol features mild conditions, easy operation, facile scalability, and high efficiency, allowing convenient access to dichloronated <i>gem</i>-difluoroalkenes.